2-Methylfuran → 1-Methyl-2,3-bis(trifluoromethyl)-7-oxabicyclo[2.2.1]hepta-2,5-diene

HRID 984495

Reaction equation

HRID 984495 reaction equation
[F:1][C:2]([F:10])([F:9])[C:3]#[C:4][C:5]([F:8])([F:7])[F:6].[CH3:11][C:12]1[O:13][CH:14]=[CH:15][CH:16]=1>>[CH3:11][C:12]12[O:13][CH:14]([CH:15]=[CH:16]1)[C:3]([C:2]([F:10])([F:9])[F:1])=[C:4]2[C:5]([F:8])([F:7])[F:6]

Participants

3

Reactant 2

HCID 107972-Methylfuran2×HCID 69654Hexafluoro-2-butyne

Product 1

HCID 132944641-Methyl-2,3-bis(trifluoromethyl)-7-oxabicyclo[2.2.1]hepta-2,5-dieneYield 92%

Procedure

Hexafluoro-2-butyne (21.0 g, 0.13 mol) was transferred into a reaction bottle and 2-methylfuran (12.86 g, 0.157 mol) was added. This resulting mixture bottle was sealed and heated for 15 hr. at 120° C. After cooling, the excess 2-methylfuran was rotoevaporated in vacuo at rt, to give crude title product (29 g, 92%), which was used directly.

Workup

  1. additionwas added
  2. customThis resulting mixture bottle was sealed
  3. temperatureheated for 15 hr
  4. customat 120° C
  5. temperatureAfter cooling
  6. customwas rotoevaporated in vacuo at rt

Sources & evidence

ORD record
ord-657f65244fd5492c88bd575881e44772
Source dataset
uspto-grants-2005_03
Patent number
US06867203B2

Linked notes

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